119030-80-7Relevant articles and documents
Synthesis, antitumoral and antiviral evaluation of halo- and demethyl-yatein derivatives
Medarde,Pelaez-Lamamie De Clairac,Luis Lopez,Gravalos,San Feliciano
, p. 640 - 644 (1995)
Several chloro- and iodo-lignanolides have been obtained by direct halogenation of aromatic rings from yatein and 4'-O-demethylyatein. They were assayed as antineoplastics, in order to check the influence in the activity of substitution in both aromatic rings. Although these compounds show a modest antineoplastic activity, it is far from that displayed by yatein and podophyllotoxin. These results confirm that demethylation and the introduction of halo substituents diminish the activity of lignans of the dibenzylbutyrolactone type.
4-O-demethylatein from the branch wood of Thuja occidentalis
Kawai,Hasegawa,Gotoh,Ohashi
, p. 1699 - 1702 (2007/10/02)
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Oxidative Coupling of Lignans. IV. Monophenolic Oxidative Coupling
Burden, Jonathan K.,Cambie, Richard C.,Craw, Peter A.,Rutledge, Peter S.,Woodgate, Paul D.
, p. 919 - 933 (2007/10/02)
Oxidative coupling of the monophenolic monoester (6) gives an aryltetralin (12) which is a potential intermediate for the synthesis of clinically active monophenolic lignan lactones.In contrast, oxidative couplings of the monophenols (32) and (35), derived from matairesinol (29), give mixtures of diastereoisomeric cyclooctadiene lignans while 4'-demethyldeoxypodorhizon (26) does not cyclize.These results show that the degree of aromatic substitution in monophenolic diarylbutanes plays an important role in determining the outcome of oxidative coupling.An alternative synthesis of the lactone (57) from piperonal has been investigated.